Ethanol, 1-ethoxy-2,2,2-trifluoro- → HCID 81095211, compound

Temperature

125 °C

A solution of 1 g (7.5 mmol) of 1-amino-2,2-diethoxyethane, 1.26 g (7.9 mmol) of trifluoroacetaldehyde ethyl hemiacetal and 1 pellet of NaOH in 15 ml of toluene was heated at 110° C. with a Dean-Stark trap for 3 hours. The mixture was heated at 125° C. for a further 3 hours. The reaction mixture was left to stand until it had cooled to room temperature and was concentrated in vacuo. The residue was diluted with 25 ml of methanol, and 1.13 g (30 mmol) of sodium borohydride were added. The reaction mixture was then heated to 70° C. and stirred overnight, concentrated in vacuo and partitioned between water and ethyl acetate. The organic phase was isolated, dried (MgSO4) and concentrated in vacuo. 740 mg of the desired amine were obtained as a clear oil.

1. waitThe reaction mixture was left
2. temperaturehad cooled to room temperature
3. concentrationwas concentrated in vacuo
4. additionwere added
5. temperatureThe reaction mixture was then heated to 70° C.
6. concentrationconcentrated in vacuo
7. custompartitioned between water and ethyl acetate
8. customThe organic phase was isolated
9. dry with materialdried (MgSO4)
10. concentrationconcentrated in vacuo

ORD record

ord-7b6adbe93cd044a3bfd508cc6a8f96aa

Source dataset

uspto-grants-2010_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07652007B2